"Here in Bend, for instance, you must have a driveway with not one, but two parking spots. Land of the free indeed..."
Where I live people don't leave any room for parking on their own property and all of the streets are completely jammed with cars, every inch. You don't hardly dare move your car if you've been able to find a spot.
I don't know what point you're trying to make here. Everyone who lives there was free to put a driveway on their property, presumably, but just chose to deal with the hassle of tight street parking in exchange for more room for yard or house on their property. Allowing them this tradeoff is very much freer!